10-Phenylphenoxazine cation radical perchlorate (1+., C104-) was prepared by oxidation of 1 with I,/AgC1O4 Reaction of 1'. with NOf, SCN-, and Br-gave excellent yields of 3-nitro-(2), 3- thiocyano-(3), and 3-bromo-10-phenylphenoxazine (4). Reaction with C1-gave only 14% of 3-chloro-l0-phenylphenoxazine (6). Reaction with Br-gave also 1.9% of 3, 7-dibromo-lO- phenylphenoxazine (5), while reaction with C1-gave also 10% of 7, 7'-dichloro-3, 3'-bis (lO ...